P
US4044164AExpiredUtilityPatentIndex 63

Uses of α-oxy(oxo) sulfides and ethers in foodstuffs and flavors for foodstuffs

Assignee: INT FLAVORS & FRAGRANCES INCPriority: Oct 7, 1976Filed: Oct 7, 1976Granted: Aug 23, 1977
Est. expiryOct 7, 1996(expired)· nominal 20-yr term from priority
Inventors:EVERS WILLIAM JHEINSOHN JR HOWARD HVOCK MANFRED HUGO
C07C 49/175A23L 27/29C07C 49/16A23L 27/204C07C 45/70C07C 45/63C07C 327/00C07C 323/00A23L 27/2022
63
PatentIndex Score
1
Cited by
3
References
14
Claims

Abstract

Processes and compositions are described for use in foodstuff flavors and as foodstuff article aroma and taste augmenting and enhancing materials of at least one α-oxy(oxo) sulfide and ether having the structure: ##STR1## wherein X is one of: ##STR2## Z is one of sulfur or oxygen; when R 1 and R 2 are taken separately, R 1 is hydrogen or methyl, and R 2 is methyl; and when R 1 and R 2 are taken together, R 1 and R 2 form phenyl moieties; and Y is one of C 1 -C 4 alkyl, C 3 or C 4 alkenyl, acetyl, methoxycarbonylmethyl, or 1,3-diethylacetonyl. The compounds of our invention are useful in augmenting or enhancing the flavor and aroma nuances of berry flavors, cereal-like flavors, nut flavors, broccoli flavors, onion flavors, citrus flavors (including neroli, bergamot, lime), jasmin flavors, grapefruit flavors, concord grape flavors, blackcurrant flavors, milk caramel flavors (e.g., dulce de leche-like flavors), vegetable flavors, cucumber flavors, celery flavors and spice flavors.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
       1. A process for augmenting or enhancing the taste or aroma of a foodstuff comprising the step of adding to said foodstuff from about 0.1 ppm up to about 50 ppm by weight of said foodstuff of an alpha oxosulfide compound having the structure: ##STR92## wherein R 1  is hydrogen or methyl and Y is one of C 1  -C 4  alkyl or C 3  or C 4  alkenyl. 
     
     
       2. The process of claim 1 wherein in the alpha oxosulfide compound R 1  is hydrogen and Y is methyl. 
     
     
       3. The process of claim 1 wherein in the alpha oxosulfide compound R 1  is hydrogen and Y is 2-methyl-1-propyl. 
     
     
       4. The process of claim 1 wherein in the alpha oxosulfide compound R 1  is hydrogen and Y is n-propyl. 
     
     
       5. The process of claim 1 wherein in the alpha oxosulfide compound R 1  is methyl and Y is methallyl. 
     
     
       6. The process of claim 1 wherein in the alpha oxosulfide compound R 1  is methyl and Y is crotyl. 
     
     
       7. The process of claim 1 wherein in the alpha oxosulfide compound R 1  is methyl and Y is allyl. 
     
     
       8. A flavor augmenting or enhancing composition comprising from about 0.1% up to about 15% by weight based on total weight of said flavoring composition of an alpha oxosulfide compound having the structure: ##STR93## wherein R 1  is hydrogen or methyl and Y is one of C 1  -C 4  alkyl or C 3  or C 4  alkenyl, and the remainder of said composition being at least one adjuvant for said alpha oxosulfide compound selected from the group consisting of: p-Hydroxybenzyl acetone;   Geraniol;   Acetaldehyde;   Maltol;   Ethyl methyl phenyl glycidate;   Benzyl acetate;   Dimethyl sulfide;   Vanillin;   Methyl cinnamate;   Ethyl pelargonate;   Methyl anthranilate;   Isoamyl acetate;   Isobutyl acetate;   Alpha ionone;   Ethyl butyrate;   Acetic acid;   
     
     
       Gamma-undecalactone; Naphthyl ethyl ether;   Diacetyl;   Ethyl acetate;   Anethole;   Isoamyl butyrate;   Cis-3-hexenol-1;   2-Methyl-2-pentenoic acid;   (4-allyl-1,2,6-trimethoxy benzene);   (4-propenyl-1,2,6-trimethoxy benzene);   2-(4-hydroxy-4-methylpentyl) norbornadiene;   Natural blackcurrant juice;   Buchu leaf oil;   α-phellandrene;   Cis-3-hexen-1-ol;   Terpinenol-4;   Ethyl maltol;   Methyl benzoate;   Benzaldehyde;   Coriander oil;   α-ionone;   Ethyl heptanoate;   Ethyl anthranilate;   Cinnamic alcohol;   Amyl valerinate;   Cinnamyl propionate;   Rhodinyl acetate;   Methyl β-hydroxy butyrate;   Ethyl β-hydroxy butyrate;   2-phenyl-3-carboethoxyfuran;   Cyclohexyl disulfide;   Grapefruit oil;   Nootkatone;   Bergamot oil;   Citral;   Amyl alcohol;   5-phenyl-4-pentenal;   5-phenyl-2-pentenal;   Allyl caproate;   2-(n-pentyl) thiazole;   2-(i-butyl) thiazole;   2-(i-propyl) thiazole;   2-(n-propyl) thiazole;   2-phenyl-4-pentenal;   2-phenyl-4-pentenaldimethylacetal;   Methional;   4-methylthiobutanal;   2-ethyl-3-acetylpyrazine;   Tetramethyl pyrazine;   2-methyl pyrazine;   trans-2-hexenal;   Hydroylzed vegetable protein;   Monosodium glutamate;   Dimethyl disulfide;   Methyl propyl disulfide;   Methyl propenyl disulfide;   Methyl allyl disulfide;   Allyl propyl disulfide;   Propyl propenyl disulfide;   Dipropyl disulfide;   Diallyl disulfide;   Propyl propenyl trisulfide;   Thiopropanal-S-oxide;   Thiobutanal-S-oxide;   Thioethanal-S-oxide;   Thiohexanal-S-oxide; and   Propyl propene thiosulfonate.   
     
     
       9. The composition of claim 8 wherein in the alpha oxosulfide compound R 1  is hydrogen and Y is methyl. 
     
     
       10. The composition of claim 8 wherein in the alpha oxosulfide compound R 1  is hydrogen and Y is 2-methyl-1-propyl. 
     
     
       11. The composition of claim 8 wherein in the alpha oxosulfide compound R 1  is hydrogen and Y is n-propyl. 
     
     
       12. The composition of claim 8 wherein in the alpha oxosulfide compound R 1  is methyl and Y is methallyl. 
     
     
       13. The composition of claim 8 wherein in the alpha oxosulfide compound R 1  is methyl and Y is crotyl. 
     
     
       14. The composition of claim 8 wherein in the alpha oxosulfide compound R 1  is methyl and Y is allyl.

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